The role of solvation in proton transfer reactions: implications for predicting salt/co-crystal formation using the Δp<i>K</i><sub>a</sub> rule-Reference-Cited by-同舟云学术

The role of solvation in proton transfer reactions: implications for predicting salt/co-crystal formation using the ΔpK_a rule

Published:2022 Issue: Volume:235 Page:446-466
ISSN:1359-6640
Container-title:Faraday Discussions
language:en
Short-container-title:Faraday Discuss.

Author:

Cruz-Cabeza Aurora J.¹²^ORCID,Lusi Matteo³^ORCID,Wheatcroft Helen P.²,Bond Andrew D.⁴^ORCID

Affiliation:

1. Department of Chemical Engineering, School of Engineering, University of Manchester, UK

2. Chemical Development, Pharmaceutical Technology & Development, AstraZeneca, Macclesfield, UK

3. Department of Chemical Sciences, Bernal Institute, University of Limerick, Limerick, Ireland

4. Yusuf Hamied Department of Chemistry, University of Cambridge, Cambridge, UK

Abstract

This paper reviews the theoretical background of the ΔpKa rule and highlights the crucial role of solvation in determining the outcome of the potential proton transfer from acid to base.

Funder

Royal Society

Publisher

Royal Society of Chemistry (RSC)

Subject

Physical and Theoretical Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/FD/D1FD00081K

Reference57 articles.

1. Evaluation of pKa Estimation Methods on 211 Druglike Compounds

2. D. D.Perrin , B.Dempsey and E. P.Serjeant , pKa Prediction for Organic Acids and Bases , Springer , 1981 , vol. 1

3. Absolute pKa calculations with continuum dielectric methods

4. Occurrence of Pharmaceutically Acceptable Anions and Cations in the Cambridge Structural Database

5. The Cambridge Structural Database

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